Pineland Homes for Sale

Pineland Homes for Sale

Welcome to Pineland, a hidden gem nestled in the heart of Bokeelia, Florida. This enchanting neighborhood, located in Lee County, offers a unique blend of serene landscapes and vibrant community life, making it an ideal destination for those seeking a tranquil yet engaging lifestyle.

Pineland is characterized by its lush greenery, picturesque waterways, and a warm, welcoming atmosphere that invites residents to enjoy the great outdoors. With its proximity to the stunning Gulf Coast, residents can indulge in a variety of recreational activities, from fishing and boating to hiking and birdwatching in the nearby conservation areas. The community is also known for its charming local shops, delightful eateries, and friendly neighbors, fostering a sense of belonging that is hard to find elsewhere.

For those considering a move to this idyllic area, there are a variety of homes for sale in Pineland that cater to diverse tastes and budgets. Whether you’re looking for a cozy cottage, a spacious family home, or a luxurious waterfront property, you’ll find options that perfectly suit your lifestyle. Many of these homes boast stunning views, modern amenities, and easy access to the natural beauty that surrounds the neighborhood.

In Pineland, you’re not just buying a house; you’re investing in a lifestyle rich with community spirit and outdoor adventure. Explore the homes for sale in this charming neighborhood and discover the perfect place to call home in beautiful Bokeelia, FL. Your dream home awaits!

Newest Pineland Homes for Sale

$645,000
2 Beds ⋅ 2 Baths ⋅ 2026040188 MLS
Experience island living at 7263 Hibiscus Avenue in Bokeelia! Offering an exceptional amount of space and privacy, this property includes the adjoining lot, creating an expansive double-lot setting with plenty of room for outdoor living, recreational toys, RVs and more. This custom two-story home combines that extra space with impressive durability, featuring 6-inch-thick ICF solid-concrete walls, a metal roof, impact-resistant windows and doors, plus exterior hurricane shutters—all designed with strength, efficiency and modern building standards in mind. Thoughtful upgrades continue throughout the interior with soaring cathedral ceilings, porcelain tile flooring, granite countertops, hardwood cabinet doors, solid-core interior doors and custom tilework in both bathrooms. The air-conditioned garage adds additional comfort and flexibility, while the fenced yard, mature landscaping and convenient 30/50-amp RV hookup make the property especially well-suited for the laid-back island lifestyle. For added peace of mind, the home also comes with a fully transferable A/C maintenance contract that includes professional service twice per year. Located approximately half a mile from Pineland Marina and Tarpon Lodge—just a short golf-cart ride away—this unique property offers the space, privacy and freedom to enjoy everything Bokeelia has to offer. Whether heading out on the water, enjoying the nearby island destinations or simply relaxing at home, this is an opportunity to experience the best of Pine Island living.

7263 Hibiscus Avenue, Bokeelia

$449,000
3 Beds ⋅ 3 Baths ⋅ 2026037371 MLS
Paradise awaits in this spacious, beautifully maintained pool home nestled on a private .344-acre lot in desirable Alden Pines, Bokeelia. Built in 1999 with concrete stucco CBS construction, this move-in-ready residence offers 1,981 sq. ft. of living space and 2,422 sq. ft. total area, with an inviting open-concept design, cathedral ceilings, and a desirable split-bedroom floor plan. Enter through the screened porch and double-door entry into a bright, spacious living and dining area. Triple sliding glass doors seamlessly open to the expansive screened lanai and pool, creating the ideal setting for entertaining or relaxing year-round. The generous eat-in kitchen features updated granite countertops, a double sink, abundant cabinetry, and a walk-in pantry with extensive shelving. French doors provide direct access to the lanai and pool, making outdoor dining and entertaining effortless. The private primary suite is a true retreat, complete with French doors opening to the lanai and pool, his-and-hers walk-in closets, and a spacious ensuite bath. The primary bathroom offers a large walk-in shower, dual-sink vanity, window seat, and separate toilet closet. Two additional bedrooms feature large closets and share a full guest bath with a convenient pocket door that can close off the bathroom for added guest privacy. Additional interior storage includes a hallway closet and linen closet. Outdoor living is where this home truly shines. The expansive screened lanai includes a half bath and storage closet, while the large, private backyard borders a peaceful mango orchard. Enjoy the Florida lifestyle with plenty of room to relax, entertain, and enjoy the pool. Additional features include a new metal roof installed in 2023 with Ultra Rib panels and a Four Point Inspection Certificate, storm security shutters, tinted windows throughout, tile flooring in the main living areas, laminate flooring in the primary bedroom, PEX plumbing, and an in-wall pest control system. The oversized two-car garage includes attic storage, a work area, and laundry sink. The separate laundry room offers two spacious storage closets. The pool was resurfaced in 2014. The home is 9' elevation certified and has never flooded. A voluntary HOA provides added flexibility. Enjoy easy access to Pineland Marina and Tarpon Lodge, with dining, boating, and waterfront recreation just a walk or short golf-cart ride away. The newly renovated golf course and clubhouse are scheduled to reopen in late Fall 2026, adding even more appeal to this already exceptional location. This rare turnkey pool home offers the perfect combination of privacy, comfort, outdoor living, and island lifestyle. Come discover your own piece of Florida paradise in Bokeelia!

7660 Grande Pine Road, Bokeelia

$765,000
3 Beds ⋅ 3 Baths ⋅ 226026155 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bedroom + den, 3-bath residence offers 2,619 square feet of thoughtfully designed living space on an oversized 0.34-acre lakefront homesite. The open great room floor plan features soaring vaulted ceilings and expansive pocketing sliders that seamlessly blend indoor and outdoor living. Just moments from the famous Boca Grande Pass and its unrivaled fishing waters is the Safe Harbor Pineland Marina, your ‘Gateway to the Islands.’ Store your boat close to abundant fishing grounds. The spacious owner’s suite is a true sanctuary with dual walk-in closets, direct lanai access, and a renovated luxury spa-inspired bath. A split-bedroom layout provides privacy for guests, while the den offers the perfect space for a home office or flex room. Step outside to your screened lanai with a heated pool overlooking tranquil lake views and spectacular Florida sunsets. Mature tropical landscaping and fruit trees create a peaceful island setting ideal for entertaining or relaxing. Pick your own fresh mango, limes & avocado! Additional highlights include a floor to ceiling stone fire-place, spacious 3-car garage, new metal roof, hurricane shades, laundry room, ample storage, and a beautifully appointed kitchen with breakfast bar and quality appliances. Located less than a mile from Gulf waters and just minutes from the restaurants, marinas, fishing, boating, and live entertainment of Matlacha and Pine Island, this home offers the perfect balance of quiet island living and outdoor adventure. Whether you’re looking for a full-time residence, seasonal getaway, AirBNB, or investment opportunity, this exceptional property delivers the best of Southwest Florida’s relaxed waterfront lifestyle.

7791 Grande Pine Road, Bokeelia

$1,300,000
4 Beds ⋅ 3 Baths ⋅ 226020954 MLS
Tucked away on 5.9 acres of lush, high-elevation land on Pine Island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely Pine Island. Located just minutes from Pineland Marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest.

13541 Stringfellow Road, Bokeelia

$749,900
4 Beds ⋅ 3 Baths ⋅ 2026021268 MLS
Welcome to paradise in the highly sought-after Alden Pines neighborhood of Bokeelia! Perfectly positioned on an oversized double homesite totaling 0.67 acres, this extraordinary coastal retreat offers the ultimate Pine Island lifestyle with an unbeatable location just a short walk to the clubhouse at the newly revitalized Alden Pines “The Gator in the Rough” golf course, Pineland Marina, Tarpon Lodge, and the historic Randell Research Center. With the golf course renovation nearing completion and reopening this fall, the future of this area has never looked brighter. Encompassing an impressive 2,732 square feet of living space, this spacious residence features 4 bedrooms, 3 bathrooms, and an incredible 6-car garage with 3 tandem spaces — perfect for car collectors, golf carts, boats, kayaks, or all your island toys. Outdoor living is where this home truly shines. The massive 35’ x 15’ resort-style pool and spa are surrounded by an expansive paver patio designed for entertaining, complete with a covered outdoor dining area, full outdoor kitchen, and convenient pool bath. Whether hosting family and friends or simply relaxing in your private tropical oasis, every inch of this property embraces the Florida lifestyle. The luxurious primary suite feels more like a private resort retreat, featuring a screened wraparound balcony, dual walk-in closets, and an extraordinary dual-bathroom design connected by an oversized walk-through shower unlike anything you’ve seen before. The shower even opens to its own private outdoor balcony, creating a spa-like experience immersed in nature. Designed for both comfort and peace of mind, the property also features an elevated Generac whole-home backup generator with a buried fuel tank, providing reliable protection and convenience year-round. Lush tropical landscaping with mature palms, native vegetation, and vibrant greenery surrounds the property, enhancing the serene coastal atmosphere and providing exceptional privacy. This is a rare opportunity to own a truly unique island estate in one of Pine Island’s most desirable communities.

14221 Clubhouse Drive, Bokeelia

$234,000
1 Beds ⋅ 1 Baths ⋅ 2026019973 MLS
BACK ON THE MARKET- BUYER GOT COLD FEET! Welcome to your slice of true island living in beautiful Bokeelia. Nestled on a quiet street just minutes from Pineland Marina, this charming coastal cottage offers the laid-back lifestyle Southwest Florida is known for—where fishing days are long, sunsets are unforgettable, and life moves at just the right pace. This well-maintained home is built for both durability and peace of mind, featuring Hardie siding and a metal roof designed to withstand the elements. The outdoor spaces have been thoughtfully updated with new decking and rails, creating the perfect setting to relax, entertain, or simply take in the coastal breeze. Inside and out, this property reflects pride of ownership—and notably, the home has never flooded, offering added confidence for seasonal or full-time residents. Whether you're searching for a personal getaway, a full-time residence, or an income-producing property, this home checks all the boxes. With strong rental potential, proximity to world-class fishing, boating access nearby, and the natural beauty of Pine Island all around, the possibilities here are wide open. As one of the best-priced single-family homes currently available on the island, this is an exceptional opportunity for buyers looking to get into the market without compromising on location or lifestyle. Opportunities like this are rare in Bokeelia—and this one will not last long. If you’ve been dreaming of island life—morning coffee by the water, afternoons on the boat, and evenings watching the sky light up over the Gulf—this is your opportunity to make it a reality.

7322 Hibiscus Avenue, Bokeelia

$850,000
3 Beds ⋅ 3 Baths ⋅ 2025024276 MLS
**YOUR PRIVATE BOKEELIA RETREAT — 5-STAR VACATION RENTAL & INVESTMENT OPPORTUNITY!** Welcome to your own private paradise in beautiful Bokeelia! This **5-Star-rated vacation rental** is an established and successful income-producing property, offering the perfect combination of a private Florida retreat and investment opportunity. Enjoy the convenience of **remote management from virtually anywhere**. With smart-home capabilities, you can remotely manage the **garage doors(just installed Sept. 2026 hurricane rated), security, pool, and other features**, making ownership easy whether you're home, traveling, or miles away. Surrounded by mature trees, abundant wildlife, peaceful lakes, and nature trails, this spacious home offers privacy and beautiful panoramic views. Enjoy your morning coffee overlooking nature, explore the walking paths, or spend the afternoon bird watching. The home features **3 generously sized ensuite bedrooms** and numerous updates, including a **2022 metal roof, new Trane A/C units in 2025, new water heater in 2023, impact windows and sliding glass doors, updated fixtures and ceiling fans, and an elevator** providing easy access between levels. The spacious kitchen features **stainless-steel appliances, abundant cabinetry, a large breakfast bar, and an open-concept design** flowing into the living area — perfect for entertaining. The formal dining room adds even more versatility with a **billiard table that converts into a beautiful dining table**. Step outside to your private resort-style oasis featuring a **beautiful pool with pouring fountains and a two-story reinforced screened enclosure**. The pool area is already plumbed for an outdoor kitchen, and the home is wired for a **whole-house generator**, providing added peace of mind during storm season. After a day of island adventures, relax by the cozy fireplace or unwind poolside. You'll be conveniently located near **Tarpon Lodge, the Randell Research Center and Calusa archaeological sites, marinas, boating, fishing, shopping, and local restaurants**. Whether you're looking for a **turnkey vacation rental, income-producing investment, second home, or full-time residence**, this property delivers. With its proven **5-Star rental history, extensive updates, and easy remote-management capabilities**, you can enjoy the Pine Island lifestyle while your property works for you — even when you're away. **Come discover your own private piece of Bokeelia paradise!**

7507 Grande Pine Road, Bokeelia

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